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Vacation rentals in Pilar

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Top-rated vacation rentals in Pilar

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming yellow house features white shutters and is surrounded by vibrant flowering plants. Steps lead to a welcoming porch area with seating, while well-maintained gardens and greenery create a peaceful atmosphere. The house is set against a backdrop of a clear blue sky.
Home in Covas
4.88 out of 5 average rating, 113 reviews

Casa Granel João Bom Vale Azores

The vacation home is located in the small village of Joao Bom. The place is located in one of the most varied areas of the island, about 5 km from the seaside resort of Mosteiros and in the immediate vicinity of Caldeira Sete Cidades. In the village about 250 m away there is a small minimercado with a café. The house is located directly on the hiking trail to the cliffs to Mosteiros and to Caldeira Sete Cidades. The location offers a scenic and quiet starting point to explore the rest of the island.

Top guest favorite
A jacuzzi is set amidst the lush landscape, surrounded by colorful foliage and a wooden fence. A hammock is visible nearby, inviting relaxation. The scene is bright and sunlit, showcasing the inviting outdoor space designed for leisure.
Tiny home in Pilar da Bretanha
4.98 out of 5 average rating, 138 reviews

Green Valley Azores

Green Valley Azores located in Pilar da Brittany offers accommodation for those looking for contact with nature and wish to enjoy tourism surrounded by adventure and discovery.The accommodation provides a unique and privileged view over a green valley of nature. Green Valley is 30kms from the city of Ponta Delgada. The Ferraria Baths, Monasteries and Sete Cidades. These areas are recognized as one of the most beautiful on the island of São Miguel-Açores, where the sunset offers a wonderful view.

Guest favorite
An expansive view of the ocean is captured from the property, framed by lush greenery. A tranquil pool reflects the sky, while a deck area with seating encourages outdoor relaxation. The horizon is adorned with scattered clouds, enhancing the coastal atmosphere.
Home in Mosteiros
5.0 out of 5 average rating, 11 reviews

Villa Anna

We present to you an modern villa built in 2024 with stunning sunset and panoramic ocean views. The villa is located on a private 0.5 hectares of land with its own garden, terraces and outdoor pool (12m) with salt water. The area of the house is 350m2. Seaview terrasses and patio 300 m2. Ceiling height is 4 meters. This house consists of 3 sleeping areas, each with its own dressing room and its own bathroom. The large living rooms have a dining areas with fireplace and a TV areas. 4 bathrooms.

Guest favorite
Windmill in Povoação
4.95 out of 5 average rating, 188 reviews

Waterfall Life: immersed in secluded nature

A converted stone watermill at the bottom of a small valley, between two waterfalls. Walking in, you half-expect to have stepped back a century. The sound doesn't stop—it follows you to sleep and is the first thing you hear in the morning. You leave the car on an old bridge above and walk down a short rustic path; below it, the property opens up. Two villages and a small market sit a hundred meters back, reminding you civilization is still out there—but down here you're in your own world.

Top guest favorite
The exterior of a modern cottage is visible, constructed with natural wood and featuring large windows. It is surrounded by a serene landscape, with lush greenery and a view of the calm lagoon in the background. A wooden deck with a seating area is present.
Cottage in Sete Cidades
4.99 out of 5 average rating, 150 reviews

Sete Cidades Lake Cabin - Luxury Lakefront Cabin

New, charming and comfortable 'Cottage' (with 2 en-suite bedrooms) right on the shores of Lagoa das Sete Cidades. The project, the design and the materiality were carefully conceived for a perfect setting in the surrounding nature and in order to benefit from stunning views of the Lagoon. Situated in a unique landscaped environment, where the calm and tranquility of the natural environment predominates, it also benefits from all the amenities and comfort to make your stay unforgettable.

Top guest favorite
Home in Mosteiros
4.98 out of 5 average rating, 176 reviews

Sea Roots - Sea zone - oceanfront property

Sea Roots "Sea Zone" is located in Mosteiros, a favourite for holidays amongst the island residents for its great weather, rock pools, fishing, diving and the amazing sunsets, which can only be contemplated from the western tip. It comfortably suits up to 4 people and is part of a property where we also live. Just cross the road for a swim in crystal clear pools, and enjoy the most amazing sunsets while dining outside, this house is perfect for a relaxing holiday!

Guest favorite
A sunny, yellow cottage is framed by lush greenery, with climbing plants adorning the entrance. A wooden bench provides seating on the grassy lawn. Inside, light filters through the doorway, hinting at a well-lit interior. The scenic views of fields and the ocean are visible in the distance.
Cottage in Ajuda da Bretanha
4.93 out of 5 average rating, 476 reviews

Welcome to A Toca do Lince I

Countryside cottage in the northwest of São Miguel, with views to the ocean, the mountains and the fields. An option for those who want to explore the main attractions of the western part of the island, but wish to stay in a place off the beaten track. PLEASE NOTE THERE IS A CAT living in the cottage, she's an INDOOR/OUTDOOR CAT. If you don't like cats or are allergic to them, the cottage is not a suitable option for you.

Guest favorite
A covered terrace is framed by arched columns, providing a view of a tiled floor that leads to an open area. A small potted plant is positioned against a white wall, with a glimpse of the sea visible in the background. The structure features blue accents.
Home in Pilar da Bretanha
4.89 out of 5 average rating, 19 reviews

Oceanview Sunset Retreat

Located in the peaceful village of Pilar, our home was once an abandoned farmhouse that we lovingly restored while preserving its original character. Today, it combines traditional Azorean charm with the modern comforts you need for a relaxing stay. Enjoy the quiet surroundings while being just a short drive from some of São Miguel's most beautiful viewpoints, natural pools, hiking trails, and local restaurants.

Top guest favorite
A modern wooden cabin is set within a lush garden, surrounded by tropical plants. Large windows are framed with light curtains, allowing natural light to fill the interior. A shaded patio area with outdoor seating is visible, complemented by a vibrant green umbrella.
Hut in Furnas
4.97 out of 5 average rating, 344 reviews

Cozy Elegant Cabin · Furnas Valley

Walking distance from the main natural attractions in Furnas, this cozy & elegant cabin, located in a quiet zone, is equipped with everything you'll need for an unforgettable experience, discovering one of the most amazing places you'll ever visit... It's the perfect shelter for couples who value contact with nature and quietness or people who like to discover new places on their own.

Guest favorite
A kitchen area features a wooden dining table with benches, set against a stone wall. The countertop is equipped with modern appliances, including a refrigerator and coffee maker. Decorative items are arranged on the table, contributing to a functional and welcoming space.
Villa in Pilar da Bretanha
4.98 out of 5 average rating, 170 reviews

FarmHouse Ocean View

Farmhouse Ocean View is a charming rural retreat in Pilar da Bretanha, São Miguel Island – Azores, offering peaceful surroundings and stunning ocean views. Located near the iconic Sete Cidades Lagoons, this cozy farmhouse accommodates up to 4 guests and includes private parking. Perfect for guests seeking tranquility, nature, and an authentic island experience.

Guest favorite
A historic windmill stands prominently against a clear blue sky. The structure features distinctive red blades and a white base, complemented by a bright red door. Lush greenery and cobblestone paths surround the mill, enhancing the scenery.
Windmill in Ponta Delgada
4.91 out of 5 average rating, 354 reviews

Moinho das Feteiras | The Mill House

Built in the 19th century, with a 360 degrees view over the sea and surroundings on the top floor. It features a Bedroom, a very well-decorated living room with kitchenette, and a WC. Free WiFi, air conditioning, Led TV and DVD player. Private parking inside the premises, providing extra security. Perfect for an unforgettable honeymoon experience.

Guest favorite
Tiny home in Varzea
4.86 out of 5 average rating, 101 reviews

Villa Várzea Barn Nest

The Villa is located in Várzea , a small village conveniently located just one minute from the main road that circles the island. Sete Cidades lakes and trails, Mosteiros beach and sunsets, and Ferraria hot springs are all at a short 10 minute drive from us.

Popular amenities for Pilar vacation rentals